Search flights from Oakland (OAK) to Chicago (CHI)

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Cheapest flights to Chicago

The cheapest flights available in the next 60 days – prices are updated regularly

Tue 4 Nov
US$91.88
One way
Economy
1 traveller
Wed 29 Oct
US$92.82
One way
Economy
1 traveller
Tue 11 Nov
US$94.81
One way
Economy
1 traveller

Flying from Oakland to Chicago: things to know

The most popular route is from Oakland International Airport in Oakland to Chicago O'Hare International Airport in Chicago. On average this flight takes 7 hours 11 minutes one way and costs US$409 for the round trip.

Most popular route
Oakland International Airport (OAK) to Chicago O'Hare International Airport (ORD)
Average flight time
7 hours 11 minutes
Average round-trip price
US$409
Fly from Oakland to Chicago
5 airlines

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Airlines that fly from Oakland to Chicago

Airline options may vary according to recently booked flights and your search terms

  • Spirit Airlines
  • Alaska Airlines
  • Southwest Airlines
  • Sun Country
  • Hawaiian Airlines

Frequently asked questions

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Flights to Chicago O'Hare International Airport

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Flights to Midway International Airport

Jet into this airport to explore Chicago at your leisure.

Flights to Illinois

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Hotels in Chicago

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